化学
组合化学
班级(哲学)
立体化学
计算化学
计算机科学
人工智能
作者
Qinghe Liu,Yucheng Mu,Tobias Koengeter,Richard R. Schrock,Amir H. Hoveyda
出处
期刊:Nature Chemistry
[Springer Nature]
日期:2022-02-17
卷期号:14 (4): 463-473
被引量:22
标识
DOI:10.1038/s41557-022-00893-5
摘要
Trisubstituted alkenyl fluorides are important compounds for drug discovery, agrochemical development and materials science. Despite notable progress, however, many stereochemically defined trisubstituted fluoroalkenes either cannot be prepared efficiently or can only be accessed in one isomeric form. Here we outline a general solution to this problem by first unveiling a practical, widely applicable and catalytic strategy for stereodivergent synthesis of olefins bearing a fluoro-chloro terminus. This has been accomplished by cross-metathesis between two trisubstituted olefins, one of which is a purchasable but scarcely utilized trihaloalkene. Subsequent cross-coupling can then be used to generate an assortment of trisubstituted alkenyl fluorides. The importance of the advance is highlighted by syntheses of, among others, a fluoronematic liquid-crystal component, peptide analogues bearing an E- or a Z-amide bond mimic, and all four stereoisomers of difluororumenic ester (an anti-cancer compound).
科研通智能强力驱动
Strongly Powered by AbleSci AI